Woodrow Wilson was, for many years, a productive academic scholar with a concentration on American politics and constitutional government as well as president of Princeton University before entering the public world of politics as governor of New Jersey. Later, during his two terms as president of the United States, Wilson continued to produce speculations on politics and statesmanship in his campaign speeches and state papers. His words and deeds reflected his efforts to come to grips with problems of liberty in a world that, Wilson became convinced, had changed the traditional terms of free association, market economy, and decentralized government. This colloquium will address some of these assumptions.